Stabilization of body-care and household products

ABSTRACT

Described is the use of specific lactone compounds for protecting body-care and household products from photolytic and oxidative degradation. These compounds perform outstanding antioxidant properties.

The present invention relates to the use of selected lactone compoundsas stabilizers for protecting body-care and household products fromphotolytic and oxidative degradation.

The product trend of recent years towards increasing use of naturalsubstances based on oil and fat in cosmetic formulations and householdproducts also increases the problem of the oxidative degradation of fatsand oils, resulting in rancidity. Natural oils or unsaturated fattyacids are hardly ever absent from emulsions. Oxidative changes maysometimes produce reactive metabolites, for example ketones, aldehydes,acids, epoxides and lipoperoxides.

As a result there is on the one hand an undesirable change in the smellof the products and on the other hand substances may be obtained whichmay alter the skin tolerance. The uncontrolled formation of freeradicals on the skin contributes primarily to the initiation andprogression of a multitude of pathophysical modulations, for exampleinflammation, cancerogenesis and the like.

However, oxidative degradation processes are not only found in the caseof natural substances based on oil and fat. They are also found in anumber of other cosmetic ingredients, such as fragrances and odoriferoussubstances, vitamins, colourants and the like.

To prevent oxidative degradation processes (photooxidation,autooxidation), so-called anti-oxidants (AO) are therefore used incosmetic and food products. These antioxidants may be classified intocompounds which prevent oxidation (complex formers, reducing agents andthe like) and into compounds which interrupt the free radical chainreactions, for example butylated hydroxytoluene (BHT), butylatedhydroxyanisol (BHA), gallates, such as propyl-gallate (PG), ort-butylhydroquinone (TBHQ). However, the latter compounds often do notmeet the requirements with respect to pH stability as well as to lightand temperature stability.

As a consequence the actives in such containers unadvantageously changetheir properties due to autoxidative processes. This results for examplein a reduction of viscosity and changes in color or smell.

Furthermore, the growing product trend in the recent years has alsoresulted in an increased use of transparent (glass, PET etc.) containersfor cosmetic formulations and household products. Although both glassand ordinary plastics have a certain inherent absorption in theUV-B-range the absorption in the UV-A range is very low.

Various stabilization techniques for clear package products by UVabsorption are commonly used and well known. For example broad-band UVlight stabilizers of the benzotriazole class enhance product stabilityand shelf live due to their very good UV-A and UV-B absorptionproperties compared to other absorbers such as benzophenones whichmainly absorb UV-B. The most effective today known stabilizers forpreventing or delaying light induced fading of transparent packagedproducts are e.g. benzotriazole derivatives known under the trade namesCiba TINOGARD HS or Ciba TINOGARD TL.

Surprisingly, it has been found that specific stabilizers based onlactone derivatives perform stabilizer properties and are thereforesuitable for product protection.

Therefore, the present invention relates to the use of stabilizers offormula

whereinR₁ and R₂ are each independently of one another hydrogen; or C₁-C₈alkyl;R₃ and R₄ are each independently of one another C₁-C₁₂alkyl; andR₅ is C₁-C₇alkyl;for protecting body-care and household products from photolytic andoxidative degradation.

Alkyl having up to 12 carbon atoms is a branched or unbranched radical,for example methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl,isobutyl, tert-butyl, 2-ethylbutyl, n-pentyl, isopentyl, 1-methylpentyl,1,3-dimethylbutyl, n-hexyl, 1-methylhexyl, n-heptyl, isoheptyl,1,1,3,3-tetramethylbutyl (tert-octyl), 1-methylheptyl, 3-methylheptyl,n-octyl, 2-ethylhexyl, 1,1,3-trimethylhexyl, 1,1,3,3-tetramethylpentyl,nonyl, decyl, undecyl, 1-methylundecyl or dodecyl. One of the preferreddefinitions for R₁ and R₂ is, for example, C₁-C₆alkyl, especiallyC₁-C₄alkyl, e.g. tert-butyl. Preferably, R₃ and R₄ are C₄-C₁₂alkyl,especially C₄-C₁₀alkyl, e.g. C₈alkyl. A preferred definition of R₅ isC₁-C₄alkyl, especially C₁-C₃alkyl, e.g. methyl.

Preferably compounds of formula (1) are used, wherein

R₁ and R₂ are each independently of one another hydrogen; or C₁-C₄alkyl;R₃ and R₄ are each independently of one another C₄-C₁₀alkyl, andR₅ is C₁-C₄alkyl.

Further preferred compounds of the formula (1) are those wherein R₃ andR₄ are tert-octyl.

Of special interest is the compound of the formula (1) wherein

R₁ and R₂ are hydrogen,R₃ and R₄ are tert-octyl, andR₅ is methyl.

The preparation of the compounds of the formula I is for exampledisclosed in EP-A-0 871 066.

The stabilizers of formula (1) can be used together with UV absorbers aslisted in Tables 1-3, phenolic or non-phenolic antioxidants, withcomplex formers or merocyanine derivatives are particularly suitable forprotecting body-care and household products against photolyticdegradation.

Examples of organic UV filters that can be used in admixture with thecompounds of formula (1) are listed in the following Tables 1 to 3:

TABLE 1 Suitable UV filter substances which can be additionally usedwith the compounds of formula (1) p-aminobenzoic acid derivatives, forexample 4-dimethylaminobenzoic acid 2-ethylhexyl ester; salicylic acidderivatives, for example salicylic acid 2-ethylhexyl ester; benzophenonederivatives, for example 2-hydroxy-4-methoxybenzophenone and its5-sulfonic acid derivative; diphenylacrylates, for example 2-ethylhexyl2-cyano-3,3-diphenylacrylate, and 3-(benzo- furanyl) 2-cyanoacrylate;3-imidazol-4-ylacrylic acid and esters; benzofuran derivatives,especially 2-(p-aminophenyl)benzofuran derivatives, described inEP-A-582 189, U.S. Pat. No. 5,338,539, U.S. Pat. No. 5,518,713 andEP-A-613 893; polymeric UV absorbers, for example the benzylidenemalonate derivatives described in EP-A-709 080; camphor derivatives, forexample 3-(4′-methyl)benzylidene-bornan-2-one, 3-benzylidene-bornan-2-one, N-[2(and 4)-2-oxyborn-3-ylidene-methyl)-benzyl]acrylamidepolymer, 3-(4′- trimethylammonium)-benzylidene-bornan-2-one methylsulfate, 3,3′-(1,4-phenylenedi-methine)-bis(7,7-dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-methanesulfonicacid) and salts, 3-(4′-sulfo)benzylidene-bornan-2-one and salts;camphorbenzalkonium methosulfate; hydroxyphenyltriazine compounds, forexample 2-(4′-methoxyphenyl)-4,6-bis(2′-hydroxy-4′-n-octyloxyphenyl)-1,3,5-triazine;2,4-bis{[4-(3-(2-propyloxy)-2-hydroxy-propyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine;2,4-bis{[4-(2-ethyl-hexyloxy)-2-hydroxy]-phenyl}-6-[4-(2-methoxyethyl-carboxyl)-phenylamino]-1,3,5-triazine;2,4-bis{[4-(tris-(trimethylsilyloxy-silylpropyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine;2,4-bis{[4-(2″-methylpropenyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine;2,4-bis{[4-(1′,1′,1′,3′,5′,5′,5′-heptamethyltrisilyl-2″-methyl-propyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-1,3,5-triazine;2,4-bis{[4-(3-(2-propyloxy)-2-hydroxy-propyloxy)-2-hydroxy]-phenyl}-6-[4-ethylcarboxy)-phenylamino]-1,3,5-triazine;benzotriazole compounds, for example2,2′-methylene-bis(6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)-phenol; trianilino-s-triazine derivatives,for example 2,4,6-trianiline-(p-carbo-2′-ethyl-1′-oxy)-1,3,5- triazineand the UV absorbers disclosed in U.S. Pat. No. 5,332,568, EP-A-517 104,EP-A-507 691, WO 93/17002 and EP-A-570 838;2-phenylbenzimidazole-5-sulfonic acid and salts thereof; menthylo-aminobenzoates; physical sunscreens coated or not as titanium dioxide,zinc oxide, iron oxides, mica, MnO, Fe₂O₃, Ce₂O₃, Al₂O₃, ZrO₂. (surfacecoatings: polymethylmethacrylate, methicone (methylhydrogenpolysiloxaneas described in CAS 9004-73-3), dimethicone, isopropyl titaniumtriisostearate (as described in CAS 61417-49-0), metal soaps asmagnesium stearate (as described in CAS 4086-70-8), perfluoroalcoholphosphate as C9-15 fluoroalcohol phosphate (as described in CAS74499-44-8; JP 5-86984, JP 4-330007)). The primary particle size is anaverage of 15 nm-35 nm and the particle size in dispersion is in therange of 100 nm-300 nm. aminohydroxy-benzophenone derivatives disclosedin DE 10011317, EP 1133980 and EP 1046391 phenyl-benzimidazolederivatives as disclosed in EP 1167358 the UV absorbers described in“Sunscreens”, Eds. N. J. Lowe, N. A. Shaath, Marcel Dekker, Inc., NewYork and Basle or in Cosmetics & Toiletries (107), 50ff (1992) also canbe used as additional UV protective substances.

TABLE 2 Suitable UV filter substances which can be additionally usedwith the UV absorbers according to the present invention DE 10013318 T 1pp 8-9, all Examples pp 10-13, T 2 pp 13-14, all Examples p 14, Ex A, B,C, D, E, F pp 19-20 DE102004038485A1 Formula 1 on p 2; Ex 1-4 on p 13;DE102004039281A1 Formulas I-II on p 1; Ex Ia-Iae on pp 7-12; Ex IIa-IImon pp 14-15; Ex 1-25 on pp 42-56; DE 10206562 A1 Ex 1-3 p 10, Ex 4-7 p11, Ex 8-15 pp 12-14 DE 10238144 A1 Ex on p 3-5; DE 10331804 T 1 p 4, T2 + 3 p 5 DE 19704990 A1 Ex 1-2 on pp 6-7; EP 613 893 Ex 1-5 + 15, T 1,pp 6-8 EP 0 998 900 A1 Ex on pp 4-11 EP 1 000 950 Comp. In Table 1, pp18-21 EP 1 005 855 T 3, p 13 EP 1 008 586 Ex 1-3, pp 13-15 EP 1 008 593Ex 1-8, pp 4-5 EP 1 027 883 Compound VII, p 3 EP 1 027 883 Comp I-VI, p3 EP 1 028 120 Ex 1-5, pp 5-13 EP 1 059 082 Ex 1; T 1, pp 9-11 EP 1 060734 T 1-3, pp 11-14 EP 1 064 922 Compounds 1-34, pp 6-14 EP 1 077 246 A2Ex 1-16 on pp 5-11; EP 1 081 140 Ex 1-9, pp 11-16 EP 1 103 549 Compounds1-76, pp 39-51 EP 1 108 712 4,5-Dimorpholino-3-hydroxypyridazine EP 1123 934 T 3, p 10 EP 1 129 695 Ex 1-7, pp 13-14 EP 1 167 359 Ex 1, p 11and Ex 2, p 12 EP 1 232 148 B1 Ex 4-17 on pp 3-5; EP 1 258 481 Ex 1, pp7, 8 EP 1 310 492 A1 Ex 1-16 on pp 22-30 EP 1 371 654 A1 Ex on pp 5-7 EP1 380 583 A2 Ex 1, p 6; EP 1 423 351 A2 Ex 1-16 on pp 31-37; EP 1 423371 A1 T 1 on pp 4-8, Ex on p 9, Ex 1-9 on pp 36-42; EP 1 454 896 A1 Ex1-5 on pp 10-13, Examples on pp 4-5; EP 1 471 059 A1 Ex 1-5 on pp 4-5;EP 1 484051 A2 Formula III-VII on pp18-19, Ex 7-14 on pp 7-9, Ex 18-23on pp 11-12, Ex 24-40 on pp 14-17; EP 1648849 A2 Formula 1 on p 4; Ex1-2 on pp 13-17; Ex C10 and O10 on pp15-16; EP 420 707 B1 Ex 3, p 13(CAS Reg. No 80142-49-0) EP 503 338 T 1, pp 9-10 EP 517 103 Ex 3, 4, 9,10 pp 6-7 EP 517 104 Ex 1, T 1, pp 4-5; Ex 8, T 2, pp 6-8 EP 626 950 allcompounds EP 669 323 Ex 1-3, p 5 EP 743 309 A1 Ex 1-12 on pp 18-24; EP780 382 Ex 1-11, pp 5-7 EP 823 418 Ex 1-4, pp 7-8 EP 826 361 T 1, pp 5-6EP 832 641 Ex 5 + 6 p 7; T 2, p 8 EP 832 642 Ex 22, T 3, pp 10-15; T 4,p 16 EP 848944 A2 Formulas I and II on p 1; Ex on p 8; Examples on p 10;EP 852 137 T 2, pp 41-46 EP 858 318 T 1, p 6 EP 863 145 Ex 1-11, pp12-18 EP 878 469 A1 T 1, pp 5-7; EP 895 776 Comp. In rows 48-58, p 3; R25 + 33, p 5 EP 911 020 T 2, pp 11-12 EP 916 335 T 2-4, pp 19-41 EP 924246 T 2, p 9 EP 933 376 Ex 1-15, pp 10-21 EP 944 624 Ex 1 + 2, pp 13-15EP 945 125 T 3 a + b, pp 14-15 EP 95 097 Ex 1, p 4 EP 967 200 Ex 2; T3-5, pp 17-20 EP 969 004 Ex 5, T 1, pp 6-8 FR 2842806 A1 Ex I p 10, ExII p 12 FR 2861075 A1 Ex 1-3 on pp 12-14; FR 2862641 Formula 3 on p4; ExA-J on pp 7-9; FR 2869907 A1 Formula 1 on p 6; T 1 on p 7-8; Ex 4-39 onpp 12-35; KR 2004025954 all kojyl benzoate derivatives JP 06135985 A2Formula 1 on p 2; Ex 1-8 on pp 7-8; JP 2000319629 CAS Reg Nos.80142-49-0, 137215-83-9, 307947-82-6 JP 2003081910 A Ex on p 1; JP2005289916 A Formula I on p 1; Ex Ia-Id on pp 2-3; JP 2005290240 AFormulas I on p 2, Ex II on p 2; US 2003/0053966A1 Ex on pp 3-6 US2004057912 A1 Ex on p 7-9, Ex 1 on p 10; US 2004057914 A1 Ex on p 8-12,Ex 1 on p 12; US 2004/0057911A1 Formula I and II on p 1; formula III andIV on p3; Ex 1-3 on pp 5-6; US 2004/0071640A1 Ex 1-12 on pp 4-7; US2004/0091433A1 Ex 1-6 on pp 14-16; US 2004/0136931A1 Ex 1-3 on p 7; US2004/0258636A1 Ex 1-11 on pp 9-15; US 2005/0019278A1 Ex 1-9 on pp 6-8;US 2005/0136012A1 Formula 1 on p 2; US 2005/0136014A1 Formula a-c on p2; Examples on p 3; US 2005/0201957A1 Formula 1 on p1; Ex A, B, C, D, E,F, G on pp 2-3; US 2005/0249681A1 all compounds on pp 2-3, Ex 1 on p 6;US 2005186157A1 Formula 1 on p 1; Ex 1-6 on pp 2-4; US 2005260144A1Formula I on p1; Formula II on p 3; Ex 1-10 on pp 8-11; US 2006018848A1Ex a-p on pp 3-4; US 2006045859A1 Formula 1 on p 1; Ex 1-10 on pp 2-4;U.S. Pat. No. 5,635,343 all compounds on pp 5-10 U.S. Pat. No. 5,332,568Ex 1, p 5, T 1 + 2, pp 6-8 U.S. Pat. No. 5,338,539 Ex 1-9, pp 3 + 4 U.S.Pat. No. 5,346,691 Ex 40, p 7; T 5, p 8 U.S. Pat. No. 5,801,244 Ex 1-5,pp 6-7 U.S. Pat. No. 6,613,340 Ex I, II pp 9-11, Examples on rows 28-53p 6 U.S. Pat. No. 6,800,274 B2 Formulas I-VI and IX-XII on pp 14-18;U.S. Pat. No. 6,890,520 B2 Ex 1-10 on pp 6-9; U.S. Pat. No. 6,926,887 B2Ex A on pp5/6; Formulas I-VIII on pp 27-29; U.S. Pat. No. 6,936,735 B2Formulas 1-2 on p 2; formula 3-4 on p 6; U.S. Pat. No. 6,962,692 B2Formulas VII and VIII on p 6; Formulas I, II, IV-VI, IX, X on pp 14-16;Formula III on p 19; WO 0149686 Ex 1-5, pp 16-21 WO 0168047 Tables on pp85-96 WO 0181297 Ex 1-3, pp 9-11 WO 0191695 Formula I on p 4, T on p 8WO 0202501 A1 Ex Ia-c, p 5 WO 02069926 A1 Ex on p 9, Ex on pp 17-23 WO02072583 T on pp 68-70 WO 02080876 Ex 1 on pp 7-9 WO 0238537 Allcompounds p 3, compounds on rows 1-10 p 4 WO 03004557 A1 Ex A1-A29 on pp36-57; WO 03007906 Ex I-XXIII, pp 42-48 WO 03086341 A2 Formula 2-21, pp4-6; WO 03092643 A1 T on pp 34-35, compounds listed on p 16 WO 03097577A1 Ex on pp 6-8; Ex 1-3 on pp 15-18; WO 03104183 A1 Formula I-IV on p 1;Ex 1-5 on pp 27-28; WO 04000256 A1 Ex 1-10 on pp 18-24 WO 04020398 A1 Ex1-3 on pp 14-17 WO 04020398 A1 Formulas I-VI on pp 21-24, Formula IX onp 25; WO 04075871 Ex 1-3 on pp 17-18; Ex 7-9 on pp 21-22; WO 05009938 A2Formula I on p 1; Ex 1-2 on pp 14-15; WO 05065154 A2 Formula a-c on pp5-6; WO 05080341 A1 Formula 1 on p 3; Examples on pp 9-13; WO 05107692A1 Formula 1 on p 2; Ex 1-9 on pp 27-29; WO 05118562 A1 Formula I on p4; Ex Ia-Ig on p 5; WO 05121108 A1 Formula I on p 3; Formula Ia on p 5;T 1 on p 7; Ex 3-22 on pp 11-23; WO 06009451 T 1 on pp 5-8; Formulas IIIand UV0 on p 9; WO 06016806 T 1 on pp 6-7; T 2 on p 10; T 3 on p 11; T 4on p 15; WO 06032741 Formulas 1-3 on p 1; Ex a-k on pp 5-7; Ex 1-4 on pp18-20; WO 9217461 Ex 1-22, pp 10-20 WO 9220690 Polymeric Comp inExamples 3-6 WO 9301164 T 1 + 2, pp 13-22 WO 9714680 Ex 1-3, p 10(Abbreviations T: Table, R: row, Comp: compound, Ex: compound(s) ofPatent Example, p: page; the generic scope of the UV absorbers isdescribed in the left-hand column; specific compounds are indicated inthe right-hand column)

TABLE 3 Suitable UV filter substances and adjuvants which can beadditionally used with the compounds of formula (1) No. Chemical NameCAS No. 1(+/−)-1,7,7-trimethyl-3-[(4-methylphenyl)methylene]bicyclo[2.2.1]-36861-47-9 heptan-2-one; p-methyl benzylidene camphor 21,7,7-trimethyl-3-(phenylmethylene)bicyclo[2.2.1]heptan-2-one;15087-24-8 benzylidene camphor 3(2-Hydroxy-4-methoxyphenyl)(4-methylphenyl)methanone 1641-17-4 42,4-dihydroxybenzophenone 131-56-6 5 2,2′,4,4′-tetrahydroxybenzophenone131-55-5 6 2-Hydroxy-4-methoxy benzophenone 131-57-7 72-Hydroxy-4-methoxy benzophenone-5-sulfonic acid 4065-45-6 82,2′-dihydroxy-4,4′-dimethoxybenzophenone 131-54-4 92,2′-Dihydroxy-4-methoxybenzophenone 131-53-3 10Alpha-(2-oxoborn-3-ylidene)toluene-4-sulphonic acid and its salts;56039-58-8 Mexoryl SL 111-[4-(1,1-dimethylethyl)phenyl]-3-(4-methoxyphenyl)propane-1,3-70356-09-1 dione; avobenzone 12 MethylN,N,N-trimethyl-4-[(4,7,7-trimethyl-3-oxobicyclo[2,2,1]hept-2-52793-97-2 ylidene)methyl]anilinium sulphate; Mexoryl SO 223,3,5-Trimethyl cyclohexyl-2-hydroxy benzoate; homosalate 118-56-9 27Menthyl-o-aminobenzoate 134-09-8 28 Menthyl salicylate 89-46-3 292-Ethylhexyl 2-cyano,3,3-diphenylacrylate; Octocrylene 6197-30-4 302-ethylhexyl 4-(dimethylamino)benzoate 21245-02-3 32 2-ethylhexylsalicylate 118-60-5 33 Benzoic acid,4,4′,4″-(1,3,5-triazine-2,4,6-triyltriimino)tris-, 88122-99-0tris(2-ethylhexyl)ester;2,4,6-Trianilino-(p-carbo-2′-ethylhexyl-1′-oxi)- 1,3,5-triazine; octyltriazone 34 4-aminobenzoic acid 150-13-0 35 Benzoic acid, 4-amino-,ethyl ester, polymer with oxirane 113010-52-9 382-phenyl-1H-benzimidazole-5-sulphonic acid; 27503-81-7phenylbenzimidazolsulfonic acid 39 2-Propenamide,N-[[4-[(4,7,7-trimethyl-3-oxobicyclo[2.2.1]hept-2- 147897-12-9ylidene)methyl]phenyl]methyl]-, homopolymer 40 Triethanolaminesalicylate 2174-16-5 413,3′-(1,4-phenylenedimethylene)bis[7,7-dimethyl-2-oxo- 90457-82-2bicyclo[2.2.1]heptane-1 methanesulfonic acid]; Cibafast H 42 Titaniumdioxide 13463-67-7 44 Zinc oxide 1314-13-2 452,2′-Methylene-bis-[6-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethyl-103597-45-1 butyl)-phenol]; Tinosorb M 462,4-bis{[4-(2-ethylhexyloxy)-2-hydroxy]-phenyl}-6-(4-methoxyphenyl)-187393-00-6 (1,3,5)-triazine; Tinosorb S 471H-Benzimidazole-4,6-disulfonic acid, 2,2′-(1,4-phenylene)bis-,180898-37-7 disodium salt 48 Benzoic acid,4,4′-[[6-[[4-[[(1,1-dimethylethyl)amino]carbonyl]phenyl]- 154702-15-5amino]1,3,5-triazine-2,4-diyl]diimino]bis-, bis(2-ethylhexyl)ester; di-ethylhexyl butamido triazone; Uvasorb HEB 49 Phenol,2-(2H-benzotriazol-2-yl)-4-methyl-6-[2-methyl-3-[1,3,3,3- 155633-54-8tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propyl]-; drometrizoletrisiloxane; Mexoryl XL 50 Dimethicodiethylbenzalmalonate; Polysilicone15; Parsol SLX 207574-74-1 51 Benzenesulfonic acid,3-(2H-benzotriazol-2-yl)-4-hydroxy-5-(1- 92484-48-5 methylpropyl)-,monosodium salt; Tinogard HS 53 1-Dodecanaminium,N-[3-[[4-(dimethylamino)benzoyl]amino]propyl]- 156679-41-3N,N-dimethyl-, salt with 4-methylbenzenesulfonic acid (1:1); EscalolHP610 54 1-Propanaminium,N,N,N-trimethyl-3-[(1-oxo-3-phenyl-2-propenyl)- 177190-98-6 amino]-,chloride 55 1H-Benzimidazole-4,6-disulfonic acid,2,2′-(1,4-phenylene)bis- 170864-82-1 56 1,3,5-Triazine,2,4,6-tris(4-methoxyphenyl)- 7753-12-0 57 1,3,5-Triazine,2,4,6-tris[4-[(2-ethylhexyl)oxy]phenyl]- 208114-14-1 58 1-Propanaminium,3-[[3-[3-(2H-benzotriazol-2-yl)-5-(1,1-dimethyl- 340964-15-0ethyl)-4-hydroxyphenyl]-1-oxopropyl]amino]-N,N-diethyl-N-methyl-, methylsulfate (salt) 59 2-Propenoic acid, 3-(1H-imidazol-4-yl)- 104-98-3 60Benzoic acid, 2-hydroxy-, [4-(1-methylethyl)phenyl]methyl ester94134-93-7 61 1,2,3-Propanetriol, 1-(4-aminobenzoate); glyceryl PABA136-44-7 62 Benzeneacetic acid, 3,4-dimethoxy-a-oxo- 4732-70-1 632-Propenoic acid, 2-cyano-3,3-diphenyl-, ethyl ester 5232-99-5 64Anthralinic acid, p-menth-3-yl ester 134-09-8 652,2′-bis(1,4-phenylene)-1H-benzimidazole-4,6-disulphonic acid mono349580-12-7, sodium salt or Disodium phenyl dibenzimidazoletetrasulfonate or Neoheliopan AP 66 1,3,5-Triazine-2,4,6-triamine,N,N′-bis[4-[5-(1,1-dimethylpropyl)-2- 288254-16-0benzoxazolyl]phenyl]-N″-(2-ethylhexyl)- or Uvasorb K2A 68 sterols(cholesterol, lanosterol, phytosterols), as described in WO0341675 69mycosporines and/or mycosporine-like amino acids as described inWO2002039974, e.g. Helioguard 365 from Milbelle AG, isolated mycosporinelike amino acids from the red alga porphyra umbilicalis (INCI: PorphyraUmbilicalis) that are encapsulated into liposomes,) 70 alpha-lipoic-acidas described in DE 10229995 71 synthetic organic polymers as describedin EP 1371358, [0033]-[0041] 72 phyllosilicates as described in EP1371357 [0034]-[0037] 73 silica compounds as described in EP1371356,[0033]-[0041] 74 inorganic particles as described in DE10138496[0043]-[0055] 75 latex particles as described in DE10138496[0027]-[0040] 76 1H-Benzimidazole-4,6-disulfonic acid,2,2′-(1,4-phenylene)bis-, 180898-37-7 disodium salt; Bisimidazylate; NeoHeliopan APC 77 Pentanenitrile,2-[2,3-dihydro-5-methoxy-3,3-dimethyl-6-[(2-methyl- 425371-15-92-propenyl)oxy]-1H-inden-1-ylidene]-4,4-dimethyl-3-oxo- 78Pentanenitrile, 2-(2,3-dihydro-6-hydroxy-5-methoxy-3,3-dimethyl-1H-425371-14-8 inden-1-ylidene)-4,4-dimethyl-3-oxo- 79Benzenepropanenitrile, α-(2,3-dihydro-3,3,5-trimethyl-1H-inden-1-425371-11-5 ylidene)-β-oxo- 80 Cyclohexanepropanenitrile,α-[5-(1,1-dimethylethyl)-2,3-dihydro-3,3- 425371-10-4dimethyl-1H-inden-1-ylidene]-1-methyl-β-oxo- 81 Pentanenitrile,2-[6-(acetyloxy)-2,3-dihydro-5-methoxy-3,3-dimethyl- 425371-09-11H-inden-1-ylidene]-4,4-dimethyl-3-oxo- 82 Pentanenitrile,2-[2,3-dihydro-5-methoxy-3,3-dimethyl-6-[2-methyl-3- 425371-08-0[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]propoxy]-1H-inden-1-ylidene]-4,4-dimethyl-3-oxo- 83 Pentanenitrile,2-(2,3-dihydro-5-methoxy-3,3,6-trimethyl-1H-inden-1- 425371-07-9ylidene)-4,4-dimethyl-3-oxo- 84 Pentanenitrile,4,4-dimethyl-3-oxo-2-(2,3,7,8-tetrahydro-8,8- 425371-06-8dimethyl-6H-indeno[5,6-b]-1,4-dioxin-6-ylidene)- 85 Pentanenitrile,2-(2,3-dihydro-3,3,6-trimethyl-1H-inden-1-ylidene)- 425371-05-74,4-dimethyl-3-oxo- 86 Pentanenitrile,2-(2,3-dihydro-3,3,5,6-tetramethyl-1H-inden-1- 425371-04-6ylidene)-4,4-dimethyl-3-oxo- 87 Pentanenitrile,2-(2,3-dihydro-5-methoxy-3,3,4,6-tetramethyl-1H- 425371-03-5inden-1-ylidene)-4,4-dimethyl-3-oxo- 88 Pentanenitrile,2-(2,3-dihydro-5,6-dimethoxy-3,3-dimethyl-1H-inden- 261356-13-21-ylidene)-4,4-dimethyl-3-oxo-

The compounds of formula (1) may also be used in admixture with hinderedamine light stabilizers as disclosed in WO 03/103622, e,g, hinderednitroxyl, hydroxylamine and hydroxylamine salt compounds.

The compounds of formula (1) may also be used in admixture with phenolicantioxidants as disclosed in EP-A-1 126 811.

The compounds of formula (1) may also be used in admixture withmerocyanine derivatives as disclosed in WO 07/014,848.

Personal Care Uses

The lactones of formula (1) may be used as single component or inmixture with other stabilizers in particular for skin-care products,bath and shower additives, preparations containing fragrances andodoriferous substances, hair-care products, dentifrices, deodorizing andantiperspirant preparations, decorative preparations, light protectionformulations and preparations containing active ingredients.

Skin-care products are, in particular, body oils, body lotions, bodygels, treatment creams, skin protection ointments, shaving preparations,such as shaving foams or gels, skin powders, such as baby powder,moisturizing gels, moisturizing sprays, revitalizing body sprays,cellulite gels and peeling preparations.

Suitable bath and shower additives are shower gels, bath-salts, bubblebaths and soaps.

Preparations containing fragrances and odoriferous substances are inparticular scents, perfumes, toilet waters and shaving lotions(aftershave preparations).

Suitable hair-care products are, for example, shampoos for humans andanimals, in particular dogs, hair conditioners, products for styling andtreating hair, perming agents, hair sprays and lacquers, hair gels, hairfixatives and hair dyeing or bleaching agents.

Suitable dentifrices are in particular tooth creams, toothpastes,mouth-washes, mouth rinses, anti-plaque preparations and cleaning agentsfor dentures.

Suitable decorative preparations are in particular lipsticks, nailvarnishes, eye shadows, mascaras, dry and moist make-up, rouge, powders,depilatory agents and suntan lotions.

Suitable cosmetic formulations containing active ingredients are inparticular hormone preparations, vitamin preparations, vegetable extractpreparations and antibacterial preparations.

The mentioned body-care products may be in the form of creams,ointments, pastes, foams, gels, lotions, powders, make-ups, sprays,sticks or aerosols.

They preferably contain the stabilizers of formulae (1) and, optionally,other UV absorbers, sterically hindered amines, complexing agents andphenolic or non-phenolic antioxidants.

The present invention therefore also relates to a body-care productcomprising at least one compound of formula (1).

The compounds o formula (1) are present in the body care and householdproducts in a concentration of about 5 to about 10000 ppm, based on thetotal formulation, preferably from about 10 to about 5000 ppm, and mostpreferably from about 100 to about 1000 ppm.

The cosmetic compositions according to the present invention may alsocontain one or one more additional compounds as described below.

Fatty Alcohols

Guerbet alcohols based on fatty alcohols having from 6 to 18, preferablyfrom 8 to 10 carbon atoms including cetyl alcohol, stearyl alcohol,cetearyl alcohol, oleyl alcohol, octyldodecanol, benzoate of C12-C15alcohols, acetylated lanolin alcohol, etc.

Esters of Fatty Acids

Esters of linear C₆-C₂₄ fatty acids with linear C₃-C₂₄ alcohols, estersof branched C₆-C₁₃carboxylic acids with linear C6-C₂₄ fatty alcohols,esters of linear C₆-C₂₄fatty acids with branched alcohols, especially2-ethylhexanol, esters of hydroxycarboxylic acids with linear orbranched C₆-C₂₂ fatty alcohols, especially dioctyl malates, esters oflinear and/or branched fatty acids with polyhydric alcohols (for examplepropylene glycol, dimer diol or trimer triol) and/or Guerbet alcohols,for example caproic acid, caprylic acid, 2-ethylhexanoic acid, capricacid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid,palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidicacid, petroselinic acid, linoleic acid, linolenic acid, elaeostearicacid, arachidic acid, gadoleic acid, behenic acid and erucic acid andtechnical-grade mixtures thereof (obtained, for example, in the pressureremoval of natural fats and oils, in the reduction of aldehydes fromRoelen's oxosynthesis or in the dimerisation of unsaturated fatty acids)with alcohols, for example, isopropyl alcohol, caproic alcohol, caprylalcohol, 2-ethyl-hexyl alcohol, capric alcohol, lauryl alcohol,isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol,stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol,petroselinyl alcohol, linoyl alcohol, linolenyl alcohol, elaeostearylalcohol, arachidyl alcohol, gadoleyl alcohol, behenyl alcohol, erucylalcohol and brassidyl alcohol and technical-grade mixtures thereof(obtained, for example, in the high-pressure hydrogenation oftechnical-grade methyl esters based on fats and oils or aldehydes fromRoelen's oxosynthesis and as monomer fractions in the dimerisation ofunsaturated fatty alcohols).

Examples of such ester oils are isopropylmyristate, isopropylpalmitate,isopropylstearate, isopropyl isostearate, isopropyloleate,n-butylstearate, n-hexyllaurate, n-decyloleate, isooctylstearate,iso-nonylstearate, isononyl isononanoate, 2-ethylhexylpalmitate,2-hexyllaurate, 2-hexyldecylstearate, 2-octyldodecylpalmitate,oleyloleate, oleylerucate, erucyloleate, erucylerucate, cetearyloctanoate, cetyl palmitate, cetyl stearate, cetyl oleate, cetylbehenate, cetyl acetate, myristyl myristate, myristyl behenate, myristyloleate, myristyl stearate, myristyl palmitate, myristyl lactate,propylene glycol dicaprylate/caprate, stearyl heptanoate, diisostearylmalate, octyl hydroxystearate, etc.

Natural or Synthetic Triglycerides Including Glyceryl Esters andDerivatives

Di- or tri-glycerides, based on C6-C18 fatty acids, modified by reactionwith other alcohols (caprylic/capric triglyceride, wheat germglycerides, etc.). Fatty acid esters of polyglycerin (polyglyceryl-nsuch as polyglyceryl-4 caprate, polyglyceryl-2 isostearate, etc. orcastor oil, hydrogenated vegetable oil, sweet almond oil, wheat germoil, sesame oil, hydrogenated cottonseed oil, coconut oil, avocado oil,corn oil, hydrogenated castor oil, shea butter, cocoa butter, soybeanoil, mink oil, sunflower oil, safflower oil, macadamia nut oil, oliveoil, hydrogenated tallow, apricot kernel oil, hazelnut oil, borago oil,etc.

Waxes

Including esters of long-chain acids and alcohols as well as compoundshaving wax-like properties, e.g., carnauba wax, beeswax (white oryellow), lanolin wax, candellila wax, ozokerite, japan wax, paraffinwax, microcrystalline wax, ceresin, cetearyl esters wax, syntheticbeeswax, etc. Also, hydrophilic waxes as Cetearyl Alcohol or partialglycerides.

Pearlescent Waxes

Ikylene glycol esters, especially ethylene glycol distearate; fatty acidalkanolamides, especially coco fatty acid diethanolamide; partialglycerides, especially stearic acid monoglyceride; esters of polyvalent,unsubstituted or hydroxy-substituted carboxylic acids with fattyalcohols having from 6 to 22 carbon atoms, especially long-chainedesters of tartaric acid; fatty substances, for example fatty alcohols,fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, whichin total have at least 24 carbon atoms, especially (aurone and distearylether; fatty acids, such as stearic acid, hydroxystearic acid or behenicacid, ring-opening products of olefin epoxides having from 12 to 22carbon atoms with fatty alcohols having from 12 to 22 carbon atomsand/or polyols having from 2 to 15 carbon atoms and from 2 to 10 hydroxygroups, and mixtures thereof.

Hydrocarbon Oils

Mineral oil (light or heavy), petrolatum (yellow or white),microcrystalline wax, paraffinic and isoparaffinic compounds,hydrogenated isoparaffinic molecules as polydecenes and polybutene,hydrogenated polyisobutene, squalane, isohexadecane, isododecane andothers from plant and animal kingdom.

Silicones or Siloxanes (Orqanosubstituted Polysiloxanes)

Dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones, andalso amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluorine-,glycoside- and/or alkyl-modified silicone compounds, which at roomtemperature may be in either liquid or resinous form. Linearpolysiloxanes, dimethicone (Dow Corning 200 fluid, Rhodia Mirasil DM),dimethiconol, cyclic silicone fluids, cyclopentasiloxanes volatiles (DowCorning 345 fluid), phenyltrimethicone (Dow Corning 556 fluid). Alsosuitable are simethicones, which are mixtures of dimethicones having anaverage chain length of from 200 to 300 dimethylsiloxane units withhydrogenated silicates. A detailed survey by Todd et al. of suitablevolatile silicones may in addition be found in Cosm. Toil. 91, 27(1976).

Fluorinated or Perfluorinated Oils

Perfluorhexane, dimethylcyclohexane, ethylcyclopentane,polyperfluoromethylisopropyl ether.

Emulsifiers

Any conventionally usable emulsifier can be used for the compositions.Emulsifier systems may comprise for example: carbocyclic acids and theirsalts: alkaline soap of sodium, potassium and ammonium; metallic soap ofcalcium or magnesium; organic basis soap such as lauric, palmitic,stearic and oleic acid etc.; alkyl phosphates or phosphoric acid esters,acid phosphate, diethanolamine phosphate, potassium cetyl phosphate;ethoxylated carboxylic acids or polyethyleneglycol esters, PEG-nacylates; linear fatty alcohols having from 8 to 22 carbon atoms,branched from 2 to 30 mol of ethylene oxide and/or from 0 to 5 molpropylene oxide with fatty acids having from 12 to 22 carbon atoms andwith alkylphenols having from 8 to 15 carbon atoms in the alkyl group;fatty alcohol polyglycolether such as laureth-n, ceteareth-n,steareth-n, oleth-n; fatty acid polyglycolether such as PEG-n stearate,PEG-n oleate, PEG-n cocoate; monoglycerides and polyol esters; C12-C22fatty acid mono- and di-esters of addition products of from 1 to 30 molof ethylene oxide with polyols; fatty acid and polyglycerol ester suchas monostearate glycerol, diisostearoyl polyglyceryl-3-diisostearates,polyglyceryl-3-diisostearates, triglyceryl diisostearates,polyglyceryl-2-sesquiisostearates or polyglyceryl dimerates; mixtures ofcompounds from a plurality of those substance classes are also suitable;fatty acid polyglycolesters such as monostearate diethylene glycol,fatty acid and polyethylene glycol esters, fatty acid and saccharoseesters such as sucro esters, glycerol and saccharose esters such assucro glycerides; sorbitol and sorbitan, sorbitan mono- and di-esters ofsaturated and unsaturated fatty acids having from 6 to 22 carbon atomsand ethylene oxide addition products; polysorbate-n series, sorbitanesters such as sesquiisostearate, sorbitan, PEG-(6)-isostearatesorbitan, PEG-(10)-sorbitan laurate, PEG-17-dioleate sorbitan, glucosederivatives, C₈-C₂₂ alkyl-mono and oligo-glycosides and ethoxylatedanalogues with glucose being preferred as the sugar component; O/Wemulsifiers such as methyl gluceth-20 sesquistearate, sorbitanstearate/sucrose cocoate, methyl glucose sesquistearate, cetearylalcohol/cetearyl glucoside; W/O emulsifiers such as methyl glucosedioleate/methyl glucose isostearate; sulfates and sulfonatedderivatives, dialkylsulfosuccinates, dioctyl succinate, alkyl laurylsulfonate, linear sulfonated parafins, sulfonated tetraproplynesulfonate, sodium lauryl sulfates, amonium and ethanolamine laurylsulfates, lauyl ether sulfates, sodium laureth sulfates,sulfosuccinates, aceyl isothionates, alkanolamide sulfates, taurines,methyl taurines, imidazole sulfates; amine derivatives, amine salts,ethoxylated amines, oxide amine with chains containing an heterocyclesuch as alkyl imidazolines, pyridine derivatives, isoquinoteines, cetylpyridinium chlorure, cetyl pyridinium bromide, quaternary ammonium suchas cetyltrimethylbroide amonium broide (CTBA), stearylalkonium. Amidederivatives, alkanolamides such as acylamide DEA, ethoxylated amidessuch as PEG-n acylamide, oxydeamide9. Polysiloxane/polyalkyl/polyethercopolymers and derivatives, dimethicone, copolyols, siliconepolyethylene oxide copolymer, silicone glycol copolymer. Propoxylated orPOE-n ethers (Meroxapols), Polaxamers orpoly(oxyethylene)m-block-poly(oxypropylene)n-block(oxyethylene);zwitterionic surfactants that carry at least one quaternary ammoniumgroup and at least one carboxylate and/or sulfonate group in themolecule; zwitterionic surfactants that are especially suitable arebetaines, such as N-alkyl-N,N dimethylammonium glycinates,cocoalkyldimethylammonium glycinate,N-acylaminopropyl-N,N-dimethylammonium glycinates,cocoacylaminopropyldimethyl-ammonium glycinate and 2alkyl-3-carboxymethyl-3-hydroxyethylimidazolines each having from 8 to18 carbon atoms in the alkyl or acyl group and alsococoacylaminoethylhydroxy-ethylcarboxymethylglycinate, N-alkylbetaine,N-alkylaminobetaines; alkylimidazolines, alkylopeptides,lipoaminoacides, self emulsifying bases and the compounds as describedin K. F. DePolo, A short textbook of cosmetology, Chapter 8, Table 8-7,p250-251.

Non ionic emulsifiers such as PEG-6 beeswax (and) PEG-6 stearate (and)polyglyceryl-2-isostearate [Apifac], glyceryl stearate (and) PEG-100stearate; [Arlacel 165], PEG-5 glyceryl stearate [arlatone 983 S],sorbitan oleate (and) polyglyceryl-3 ricinoleate.[Arlacel 1689],sorbitan stearate and sucrose cocoate [arlatone 2121], glyceryl stearateand laureth-23 [Cerasynth 945], cetearyl alcohol and ceteth-20[Cetomacrogol Wax], cetearyl alcohol and colysorbate 60 and PEG-150 andstearate-20[Polawax GP 200, Polawax NF], cetearyl alcohol and cetearylpolyglucoside [Emulgade PL 1618], cetearyl alcohol and ceteareth-20[Emulgade 1000NI, Cosmowax], cetearyl alcohol and PEG-40 castor oil[Emulgade F Special], cetearyl alcohol and PEG-40 castor oil and sodiumcetearyl sulfate [Emulgade F], stearyl alcohol and steareth-7 andsteareth-10 [Emulgator E 2155], cetearyl alcohol and szeareth-7 andsteareth-10 [Emulsifying wax U.S.N.F], glyceryl stearate and PEG-75stearate [Gelot 64], propylene glycol ceteth-3 acetate.[Hetester PCS],propylene glycol isoceth-3 acetate [Hetester PHA], cetearyl alcohol andceteth-12 and oleth-12 [Lanbritol Wax N 21], PEG-6 stearate and PEG-32stearate [Tefose 1500], PEG-6 stearate and ceteth-20 and steareth-20[Tefose 2000], PEG-6 stearate and ceteth-20 and glyceryl stearate andsteareth-20 [Tefose 2561], glyceryl stearate and ceteareth-20 [TeginacidH, C, X].

Anionic emulsifiers such as PEG-2 stearate SE, glyceryl stearate SE[Monelgine, Cutina KD], propylene glycol stearate [Tegin P], cetearylAlcohol and Sodium cetearyl sulfate [Lanette N, Cutina LE, Crodacol GP],cetearyl alcohol and sodium lauryl sulfate [Lanette W],trilaneth-4phosphate and glycol stearate and PEG-2 stearate [Sedefos75], glyceryl stearate and sodium lauryl Sulfate [Teginacid Special].Cationic acid bases such as cetearyl alcohol and cetrimonium bromide.

The emulsifiers may be used in an amount of, for example, from 1 to 30%by weight, especially from 4 to 20% by weight and preferably from 5 to10% by weight, based on the total weight of the composition.

When formulated in O/W emulsions, the preferably amount of suchemulsifier system could represent 5% to 20% of the oil phase.

Super-Fatting Agents

Substances suitable for use as super-fatting agents are, for example,lanolin and lecithin and also polyethoxylated or acrylated lanolin andlecithin derivatives, polyol fatty acid esters, monoglycerides and fattyacid alkanolamides, the latter simultaneously acting as foamstabilisers.

Surfactants

Examples of suitable mild surfactants, that is to say surfactantsespecially well tolerated by the skin, include fatty alcohol polyglycolether sulfates, monoglyceride sulfates, mono- and/or di-alkylsulfosuccinates, fatty acid isethionates, fatty acid sarcosinates, fattyacid taurides, fatty acid glutamates, α-olefin sulfonates,ethercarboxylic acids, alkyl oligoglucosides, fatty acid glucamides,alkylamidobetaines and/or protein fatty acid condensation products, thelatter preferably being based on wheat proteins.

Consistency Regulators/Thickeners and Rheology Modifiers

Silicon dioxide, magnesium silicates, aluminium silicates,polysaccharides or derivatives thereof for example hyaluronic acid,xanthan gum, guar-guar, agar-agar, alginates, carra-ghenan, gellan,pectines, or modified cellulose such as hydroxycellulose,hydroxypropylmethylcellulose. In addition polyacrylates or homopolymerof reticulated acrylic acids and polyacrylamides, carbomer (carbopoltypes 980, 981, 1382, ETD 2001, ETD2020, Ultrez 10) or Salcare rangesuch as Salcare SC80 (steareth-10 alkyl ether/acrylates copolymer),Salcare SC81 (acrylates copolymer), Salcare SC91 and Salcare AST (sodiumacrylates copolymer/PPG-1 trideceth-6), sepigel 305(polyacrylamide/laureth-7), Simulgel NS and Simulgel EG (hydroxyethylacrylate/sodium acryloyldimethyl taurate copolymer), Stabilen 30(acrylates/vinyl isodecanoate crosspolymer), Pemulen TR-1(acrylates/C10-30 alkyl acrylate crosspolymer), Luvigel EM (sodiumacrylates copolymer), Aculyn 28 (acrylates/beheneth-25 methacrylatecopolymer), etc.

Polymers

Suitable cationic polymers are, for example, cationic cellulosederivatives, for example a quaternised hydroxymethyl celluloseobtainable under the name Polymer JR 400 from Amerchol, cationicstarches, copolymers of diallylammonium salts and acrylamides,quaternised vinylpyrrolidone/vinyl imidazole polymers, for exampleLuviquatâ (BASF), condensation products of polyglycols and amines,quaternised collagen polypeptides, for example lauryldimoniumhydroxypropyl hydrolyzed collagen (LamequatâL/Grünau), quaternised wheatpolypeptides, polyethyleneimine, cationic silicone polymers, for exampleamidomethicones, copolymers of adipic acid anddimethylaminohydroxypropyldiethylenetriamine (Cartaretin/Sandoz),copolymers of acrylic acid with dimethyldiallylammonium chloride(Merquat 550/Chemviron), polyaminopolyamides, as described, for example,in FR-A-2 252 840, and the crosslinked water-soluble polymers thereof,cationic chitin derivatives, for example of quaternised chitosan,optionally distributed as microcrystals; condensation products ofdihaloalkyls, for example dibromobutane, with bisdialkylamines, forexample bisdimethylamino-1,3-propane, cationic guar gum, for exampleJaguar C-17, Jaguar C-16 from Celanese, quaternised ammonium saltpolymers, for example Mirapol A-15, Mirapol AD-1, Mirapol AZ-1 fromMiranol. As anionic, zwitterionic, amphoteric and non-ionic polymersthere come into consideration, for example, vinyl acetate/crotonic acidcopolymers, vinylpyrrolidone/vinyl acrylate copolymers, vinylacetate/butyl maleate/isobornyl acrylate copolymers, methyl vinylether/maleic anhydride copolymers and esters thereof, uncrosslinkedpolyacrylic acids and polyacrylic acids crosslinked with polyols,acrylamidopropyl-trimethylammonium chloride/acrylate copolymers, octylacrylamide/methyl methacrylatetert. butylaminoethylmethacrylate/2-hydroxypropyl methacrylate copolymers,polyvinylpyrrolidone, vinylpyrrolidone/vinyl acetate copolymers,vinylpyrrolidone/dimethylaminoethyl methacrylate/vinyl caprolactamterpolymers and also optionally derivatised cellulose ethers andsilicones. Furthermore the polymers as described in EP 1093796 (pages3-8, paragraphs 17-68) may be used.

Cationic Surfactants

cetyl trimethyl ammonium bromide (CTAB), dimethicone copolyols,amidomethicones, acrylamidopropyltrimonium chloride/Acrylamidecopolymer, guar hydroxypropyl trimonium chloride, hydroxycetylhydroxyethyl dimonium chloride quaternium compounds as listed inInternational Cosmetic Ingredient Dictionary and Handbook, 7^(th)Edition 1997, for example Quaternium-80, polyquaternium compounds, aslisted in International Cosmetic Ingredient Dictionary and Handbook,7^(th) Edition 1997, for example polyquaternium-5, polyquaternium-6,polyquaternium-7, polyquaternium-10, polyquaternium-11,polyquaternium-17, polyquaternium-18, polyquaternium-24 orpolyquaternium-27, polyquaternium-28, polyquaternium-32,polyquaternium-37.

Biogenic Active Ingredients

Biogenic active ingredients are to be understood as meaning, forexample, tocopherol, tocopherol acetate, tocopherol palmitate, ascorbicacid, deoxyribonucleic acid, retinol, bisabolol, allantoin, phytantriol,panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essentialoils, plant extracts and vitamin complexes.

Deodorising Active Ingredients

As deodorising active ingredients are for example, antiperspirants, forexample aluminium chlorohydrates (see J. Soc. Cosm. Chem. 24, 281(1973)). Under the trade mark Locronâ of Hoechst AG, Frankfurt (FRG),there is available commercially, for example, an aluminium chlorohydratecorresponding to formula Al2(OH)5Cl×2.5H2O, the use of which isespecially preferred (see J. Pharm. Pharmacol. 26, 531 (1975)). Besidesthe chlorohydrates, it is also possible to use aluminium hydroxyacetatesand acidic aluminium/zirconium salts. Esterase inhibitors may be addedas further deodorising active ingredients. Such inhibitors arepreferably trialkyl citrates, such as trimethyl citrate, tripropylcitrate, triisopropyl citrate, tributyl citrate and especially triethylcitrate (Hydagen CAT, Henkel), which inhibit enzyme activity and hencereduce odour formation. Further substances that come into considerationas esterase inhibitors are sterol sulfates or phosphates, for examplelanosterol, cholesterol, campesterol, stigmasterol and sitosterolsulfate or phosphate, dicarboxylic acids and esters thereof, for exampleglutaric acid, glutaric acid monoethyl ester, glutaric acid diethylester, adipic acid, adipic acid monoethyl ester, adipic acid diethylester, malonic acid and malonic acid diethyl ester and hydroxycarboxylicacids and esters thereof, for example citric acid, malic acid, tartaricacid or tartaric acid diethyl ester. Antibacterial active ingredientsthat influence the germ flora and kill or inhibit the growth ofsweat-decomposing bacteria can likewise be present in the preparations(especially in stick preparations). Examples include chitosan,phenoxyethanol and chlorhexidine gluconate.5-chloro-2-(2,4-dichlorophenoxy)phenol (Triclosan, Irgasan, CibaSpecialty Chemicals Inc.) has also proved especially effective.

Anti-Dandruff Agents

As anti-dandruff agents there may be used, for example, climbazole,octopirox and zinc pyrithione. Customary film formers include, forexample, chitosan, microcrystalline chitosan, quaternised chitosan,polyvinylpyrrolidone, vinylpyrrolidone/vinyl acetate copolymers,polymers of quaternary cellulose derivatives containing a highproportion of acrylic acid, collagen, hyaluronic acid and salts thereofand similar compounds.

Hydrotropic Agents

For improvement of the flow behaviour it is also possible to employhydrotropic agents, for example ethoxylated or non ethoxylatedmono-alcohols, diols or polyols with a low number of carbon atoms ortheir ethers (e.g. ethanol, isopropanol, 1,2-dipropanediol,propyleneglycol, glycerin, ethylene glycol, ethylene glycolmonoethylether, ethylene glycol monobutylether, propylene glycolmonomethylether, propylene glycol monoethylether, propylene glycolmonobutylether, diethylene glycol monomethylether; diethylene glycolmonoethylether, diethylene glycol monobutylether and similar products).The polyols for that purpose comprise preferably 2 to 15 carbon atomsand at least two hydroxy groups. The polyols may also contain furtherfunctional groups, especially amino groups, and/or may be modified withnitrogen. Typical examples are as follows: glycerol, alkylene glycols,for example ethylene glycol, diethylene glycol, propylene glycol,butylene glycol, hexylene glycol and also polyethylene glycols having anaverage molecular weight of from 100 to 1000 Dalton; technicaloligoglycerol mixtures having an intrinsic degree of condensation offrom 1.5 to 10, for example technical diglycerol mixtures having adiglycerol content of from 40 to 50% by weight; methylol compounds, suchas, especially, trimethylolethane, trimethylolpropane,trimethylolbutane, pentaerythritol and dipentaerythritol; loweralkyl-glucosides, especially those having from 1 to 8 carbon atoms inthe alkyl radical, for example methyl and butyl glucoside; sugaralcohols having from 5 to 12 carbon atoms, for example sorbitol ormannitol; sugars having from 5 to 12 carbon atoms, for example glucoseor saccharose; amino sugars, for example glucamine; dialcohol amines,such as diethanolamine or 2-amino-1,3-propanediol.

Preservatives

Suitable preservatives include, for example methyl-, ethyl-, propyl-,butyl-parabens, benzalkonium chloride, 2-bromo-2-nitro-propane-1,3-diol,dehydroacetic acid, diazolidinyl urea, 2-dichloro-benzyl alcohol, dmdmhydantoin, formaldehyde solution, methyldibromoglutanitrile,phenoxyethanol, sodium hydroxymethylglycinate, imidazolidinyl urea,triclosan and further substance classes listed in the followingreference: K. F. Depolo—A Short Textbook Of Cosmetology, Chapter 7,Table 7-2, 7-3, 7-4 And 7-5, P210-219.

Bacteria-Inhibiting Agents

Typical examples of bacteria-inhibiting agents are preservatives thathave a specific action against gram-positive bacteria, such as2,4,4′-trichloro-2′-hydroxydiphenyl ether, chlorhexidine(1,6-di(4-chlorophenyl-biguanido)hexane) or TCC(3,4,4′-trichlorocarbanilide). A large number of aromatic substances andethereal oils also have antimicrobial properties. Typical examples arethe active ingredients eugenol, menthol and thymol in clove oil, mintoil and thyme oil. A natural deodorising agent of interest is theterpene alcohol farnesol (3,7,11-trimethyl-2,6,10-dodecatrien-1-ol),which is present in lime blossom oil. Glycerol monolaurate has alsoproved to be a bacteriostatic agent. The amount of the additionalbacteria-inhibiting agents present is usually from 0.1 to 2% by weight,based on the solids content of the preparations.

Perfume Oils

Mixtures of natural and/or synthetic aromatic substances. Naturalaromatic substances are, for example, extracts from blossom (lilies,lavender, roses, jasmine, neroli, ylang-ylang), from stems and leaves(geranium, patchouli, petitgrain), from fruit (aniseed, coriander,carraway, juniper), from fruit peel (bergamot, lemons, oranges), fromroots (mace, angelica, celery, cardamom, costus, iris, calmus), fromwood (pinewood, sandalwood, guaiacum wood, cedarwood, rosewood), fromherbs and grasses (tarragon, lemon grass, sage, thyme), from needles andtwigs (spruce, pine, Scots pine, mountain pine), from resins and balsams(galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal rawmaterials also come into consideration, for example civet and castoreum.Typical synthetic aromatic substances are, for example, products of theester, ether, aldehyde, ketone, alcohol or hydrocarbon type. Aromaticsubstance compounds of the ester type are, for example, benzyl acetate,phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalylacetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalylbenzoate, benzyl formate, ethylmethylphenyl glycinate, allylcyclohexylpropionate, styrallyl propionate and benzyl salicylate. The ethersinclude, for example, benzyl ethyl ether; the aldehydes include, forexample, the linear alkanals having from 8 to 18 hydrocarbon atoms,citral, citronellal, citronellyl oxyacetaldehyde, cyclamen aldehyde,hydroxycitronellal, lilial and bourgeonal; the ketones include, forexample, the ionones, isomethylionone and methyl cedryl ketone; thealcohols include, for example, anethol, citronellol, eugenol,isoeugenol, geraniol, linalool, phenyl ethyl alcohol and terpinol; andthe hydrocarbons include mainly the terpenes and balsams. It ispreferable, however, to use mixtures of various aromatic substances thattogether produce an attractive scent. Ethereal oils of relatively lowvolatility, which are chiefly used as aroma components, are alsosuitable as perfume oils, e.g. sage oil, camomile oil, clove oil,melissa oil, oil of cinnamon leaves, lime blossom oil, juniper berryoil, vetiver oil, olibanum oil, galbanum oil, labolanum oil and lavandinoil. Preference is given to the use of bergamot oil, dihydromyrcenol,lilial, lyral, citronellol, phenyl ethyl alcohol, hexyl cinnamaldehyde,geraniol, benzyl acetone, cyclamen aldehyde, linalool, boisambreneforte, ambroxan, indole, hedione, sandelice, lemon oil, tangerine oil,orange oil, allyl amyl glycolate, cyclovertal, lavandin oil, muscatelsage oil, damascone, bourbon geranium oil, cyclohexyl salicylate,vertofix coeur, iso-E-Super, Fixolide NP, evernyl, iraldein gamma,phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide,romillat, irotyl and floramat alone or in admixture with one another.

Other Adjuvants

It is furthermore possible for the cosmetic preparations to contain, asadjuvants, anti-foams, such as silicones, structurants, such as maleicacid, solubilisers, such as ethylene glycol, propylene glycol, glycerolor diethylene glycol, opacifiers, such as latex, styrene/PVP orstyrene/acrylamide copolymers, propellants, such as propane/butanemixtures, N2O, dimethyl ether, CO2, N2 or air, so-called coupler anddeveloper components as oxidation dye precursors, reducing agents, suchas thioglycolic acid and derivatives thereof, thiolactic acid,cysteamine, thiomalic acid or mercaptoethanesulfonic acid, or oxidisingagents, such as hydrogen peroxide, potassium bromate or sodium bromate.

Suitable insect repellents are, for example, N,N-diethyl-m-toluamide,1,2-pentanediol or insect repellent 3535; suitable self-tanning agentsare, for example, dihydroxyacetone and/or erythrulose or dihydroxyacetone and/or dihydroxy acetone precursors as described in WO 01/85124and/or erythrulose.

The present stabilizer systems are particularly suitable for stabilizingbody care products, in particular:

-   -   skin-care preparations, e.g. skin-washing and cleansing        preparations in the form of tablet-form or liquid soaps,        soapless detergents or washing pastes,    -   bath preparations, e.g. liquid (foam baths, milks, shower        preparations) or solid bath preparations, e.g. bath cubes and        bath salts;    -   skin-care preparations, e.g. skin emulsions, multi-emulsions or        skin oils; body oils, body lotions, body gels; skin protection        ointments;    -   cosmetic personal care preparations, e.g. facial make-up in the        form of day creams or powder creams, face powder (loose or        pressed), rouge or cream make-up, eye-care preparations, e.g.        eyeshadow preparations, mascara, eyeliner, eye creams or eye-fix        creams; lip-care preparations, e.g. lipsticks, lip gloss, lip        contour pencils, nail-care preparations, such as nail varnish,        nail varnish removers, nail hardeners or cuticle removers;    -   foot-care preparations, e.g. foot baths, foot powders, foot        creams or foot balsams, special deodorants and antiperspirants        or callus-removing preparations;    -   light-protective preparations, such as sun milks, lotions,        creams or oils, sunblocks or tropicals, pre-tanning preparations        or after-sun preparations;    -   skin-tanning preparations, e.g. self-tanning creams;    -   depigmenting preparations, e.g. preparations for bleaching the        skin or skin-lightening preparations;    -   insect-repellents, e.g. insect-repellent oils, lotions, sprays        or sticks;    -   deodorants, such as deodorant sprays, pump-action sprays,        deodorant gels, sticks or roll-ons;    -   antiperspirants, e.g. antiperspirant sticks, creams or roll-ons;    -   preparations for cleansing and caring for blemished skin, e.g.        synthetic detergents (solid or liquid), peeling or scrub        preparations or peeling masks;    -   hair-removal preparations in chemical form (depilation), e.g.        hair-removing powders, liquid hair-removing preparations, cream-        or paste-form hair-removing preparations, hair-removing        preparations in gel form or aerosol foams;    -   shaving preparations, e.g. shaving soap, foaming shaving creams,        non-foaming shaving creams, foams and gels, preshave        preparations for dry shaving, aftershaves or aftershave lotions;    -   fragrance preparations, e.g. fragrances and odoriferous        substances containing preparations (scents, eau de Cologne, eau        de toilette, eau de parfum, parfum de toilette, perfume),        perfume oils or perfume creams;    -   cosmetic hair-treatment preparations, e.g. hair-washing        preparations in the form of shampoos and conditioners, hair-care        preparations, e.g. pretreatment preparations, hair tonics,        styling creams, styling gels, pomades, hair rinses, treatment        packs, intensive hair treatments, hair-structuring preparations,        e.g. hair-waving preparations for permanent waves (hot wave,        mild wave, cold wave), hair-straightening preparations, liquid        hair-setting preparations, hair foams, hairsprays, bleaching        preparations, e.g. hydrogen peroxide solutions, lightening        shampoos, bleaching creams, bleaching powders, bleaching pastes        or oils, temporary, semi-permanent or permanent hair colourants,        preparations containing self-oxidising dyes, or natural hair        colourants, such as henna or camomile;    -   dentifrices, in particular tooth creams, toothpastes,        mouth-washes, mouth rinses, anti-plaque preparations and        cleaning agents for dentures;    -   decorative preparations, in particular lipsticks, nail        varnishes, eye shadows, mascaras, dry and moist make-up, rouge,        powders, depilatory agents and suntan lotions    -   cosmetic formulations containing active ingredients, in        particular hormone preparations, vitamin preparations, vegetable        extract preparations and antibacterial preparations.

Suitable cosmetic formulations containing active ingredients are inparticular hormone preparations, vitamin preparations, vegetable extractpreparations and antibacterial preparations.

Presentation Forms

The final formulations listed may exist in a wide variety ofpresentation forms, for example:

-   -   in the form of liquid preparations as a W/O, O/W, O/W/O, W/O/W        or PIT emulsion and all kinds of microemulsions,    -   in the form of a gel,    -   in the form of an oil, a cream, milk or lotion,    -   in the form of a stick,    -   in the form of a spray (spray with propellent gas or pump-action        spray) or an aerosol,    -   in the form of a foam, or    -   in the form of a paste.

Of special importance as cosmetic preparations for the skin arelight-protective preparations, such as sun milks, lotions, creams, oils,sunblocks or tropicals, pretanning preparations or after-sunpreparations, also skin-tanning preparations, for example self-tanningcreams. Of particular interest are sun protection creams, sun protectionlotions, sun protection milk and sun protection preparations in the formof a spray.

Of special importance as cosmetic preparations for the hair are theabove-mentioned preparations for hair treatment, especially hair-washingpreparations in the form of shampoos, hair conditioners, hair-carepreparations, e.g. pretreatment preparations, hair tonics, stylingcreams, styling gels, pomades, hair rinses, treatment packs, intensivehair treatments, hair-straightening preparations, liquid hair-settingpreparations, hair foams and hairsprays. Of special interest arehair-washing preparations in the form of shampoos.

A shampoo has, for example, the following composition:

0.01 to 5% by weight of the compound of formula (1),12.0% by weight of sodium laureth-2-sulfate,4.0% by weight of cocamidopropyl betaine,3.0% by weight of sodium chloride,and water ad 100%.

For example, especially the following hair-cosmetic formulations may beused:

-   a1) spontaneously emulsifying stock formulation, comprising the    compound of formula (1) according to the invention, optionally    another stabilizer, PEG-6-C10oxoalcohol and sorbitan sesquioleate,    to which water and any desired quaternary ammonium compound, for    example 4% minkamidopropyl dimethyl-2-hydroxyethylammonium chloride    or Quaternium 80 is added;-   a2) spontaneously emulsifying stock formulation comprising the    compound of formula (1) according to the invention, optionally    another stabilizer, tributyl citrate and PEG-20-sorbitan monooleate,    to which water and any desired quaternary ammonium compound, for    example 4% minkamidopropyl dimethyl-2-hydroxyethylammonium chloride    or Quaternium 80 is added;-   b) quat-doped solutions comprising the compound of formula (1)    according to the invention in butyl triglycol and tributyl citrate;    and optionally another stabilizer;-   c) mixtures or solutions comprising the compound of formula (1)    according to the invention with alkylpyrrolidone; and optionally    another stabilizer.

Examples of body care products of the present invention are listed inthe Table below:

Body care product Ingredients moisturising vegetable oil, emulsifier,thickener, perfume, water, cream stabilizer of formula (1), UV absorbersshampoo surfactant, emulsifier, preservatives, perfume, stabilizer offormula (1), UV absorbers Toothpaste cleaning agent, thickener,sweetener, flavor, colorant, stabilizer of formula (1), water, UVabsorbers lip-care stick vegetable oil, wax, TiO₂, stabilizer of formula(1), UV absorbers

Household Products

The stabilizer systems of the present invention are also used inhousehold cleaning and treatment agents, for example in laundry productsand fabric softeners, liquid cleansing and scouring agents, glassdetergents, neutral cleaners (all-purpose cleaners), acid householdcleaners (bath), bathroom cleaners, WC cleaners, for instance inwashing, rinsing and dishwashing agents, kitchen and oven cleaners,clear rinsing agents, dishwasher detergents, shoe polishes, polishingwaxes, floor detergents and polishes, metal, glass and ceramic cleaners,textile-care products, rug cleaners and carpet shampoos, agents forremoving rust, color and stains (stain remover salt), furniture andmultipurpose polishes and leather and vinyl dressing agents (leather andvinyl sprays) and air fresheners.

Household cleaning agents are aqueous or alcoholic (ethanol or isopropylalcohol) solutions of one or more of the following components:

-   -   anionic, nonionic, amphoteric and/or cationic surfactants    -   soaps, prepared by saponification of animal and vegetable        greases    -   organic acids, like hydrochloric acid, phosphoric acid, or        sulfuric acid,    -   for basic products inorganic (NaOH or KOH) or organic bases;    -   abrasives for improved cleaning of surfaces,    -   waxes and/or silicones for maintenance and protection of        surfaces,    -   polyphosphates,    -   substances which eliminate hypochlorite or halogens;    -   peroxides comprising bleaching activators like TAED, for example        sodium perborate or H₂O₂;    -   enzymes;    -   in washing detergents discoloration inhibitors, soil-release        compounds, grey scale inhibitors, foam inhibitors, fluorescent        whitening agents;    -   cleaning agents based on wax may comprise solvents selected from        benzine, turpentine and/or paraffines and emulsifiers based on        wax;    -   filling agents like silicates, polyphosphates, Zeolithes for        powdery cleaning agents;    -   pigments, lakes or soluble dyes;    -   perfumes; and    -   light stabilizers, antioxidants and chelating agents.

Colored cleaning agents and decorative cosmetic products can comprisethe following dyes:

-   -   inorganic pigments, for example iron oxide (Iron Oxide Red, Iron        Oxide Yellow, Iron Oxide Black, etc.), Ultramarines, Chromium        Oxide Green or Carbon Black;    -   natural or synthetic organic pigments;    -   disperse dyes which may be solubilzed in solvents like direct        hair dyes of the HC type, for example HC Red No. 3, HC Blue No.        2 and all other hair dyes listed in International Cosmetic        Ingredient Dictionary and Handbook, 7th edition 19997) or the        dispersion dyes listed in Color Index International or Society        of Dyers and Colourists;    -   color varnishes (insoluble salts of soluble dyes, like many Ca-,        Ba- or Al-salts of anionic dyes);    -   soluble anionic or cationic dyes, like acid dyes (anionic),        basic dyes (cationic), direct dyes, reactive dyes or solvent        dyes.

Generally, for the coloration of household- and body care products allsubstances are suitable which have an absorption in the visible light ofelectromagnetic radiation (wave length of ca. 4000 to 700 nm). Theabsorption is often caused by the following chromophores: Azo- (mono-,di, tris-, or poly-)stilbene-, carotenoide-, diarylmethan-,triarylmethan-, xanthen-, acridin-, quinoline, methin- (alsopolymethin-), thiazol-, indamin-, indophenol-, azin-, oxazin, thiazin-,anthraquinone-, indigoid-, phtalocyanine- and further synthetic, naturaland/or inorganic chromophores.

The present invention also relates to home care and fabric care productssuch as drain cleaners, disinfectant solutions, upholstery cleaners,automotive care products (e.g., to clean and/or polish and protectpaint, tires, chrome, vinyl, leather, fabric, rubber, plastic andfabric), degreasers, polishes (glass, wood, leather, plastic, marble,granite, and tile, etc.), and metal polishes and cleaners. Antioxidantsare suitable to protect fragrances in above products as well as in dryersheets. The present invention also relates to home care products such ascandles, gel candles, air fresheners and fragrance oils (for the home).

Typical examples of household cleaning and treating agents are listed inthe table below:

Household cleaners/household treating agents Ingredients detergentsurfactant mixture, ethanol, stabilizer of formula (1), concentratewater, UV absorbers, other antioxidants shoe polishwax wax emulsifier,antioxidant, water, preservative, UV absorbers, stabilizer of formula(1) wax-containing emulsifier, wax, sodium chloride, stabilizer of floorcleaning formula (1), water, preservative UV absorbers, agent otherantioxidants

The stabilizers of formula (1) according to the present invention arefor example incorporated by dissolution in an oil phase or alcoholic orwater phase, where required at elevated temperature.

The present body care products and household products have highstability towards color changes and chemical degradation of theingredients present in these products. For example, present compositionsthat comprise a dye are found to have excellent color stability.

The following Examples illustrate the invention.

A. ANTIOXIDATION TEST EXAMPLES Example A1 Stabilizer 1

The following stabilized and unstabilized samples were prepared forantioxidation testing:

Sample 1: Peach Kernel Oil Sample 2: Peach Kernel Oil additionallycontaining 0.05% of Stabilizer 1

The samples are placed in a RANCIMAT and heated to 100° C. An airflow of15 L/min is adjusted. The airstream bubbles are conducted through eachheated sample and afterwards through a water reservoir. Thus allvolatile organic compounds formed by the oxidation process are carriedinto the water reservoir by the airstream. The conductivity of the waterreservoir is monitored online during the measurement. Once oxidationstarts volatile organic compounds like formic acid are transported intothe water reservoir which results in a rapid (exponential) increase ofconductivity. The time until oxidation starts is called “inductiontime”.

The results are listed in the table below.

Sample Induction Time 1 2.3 2 3.8

Sample 2 comprising a stabilizer according to the present inventionexhibits a significant longer induction time and therefore a betteroxidation stability compared to the unstabilized sample.

Example A2

The following stabilized and unstabilized samples were prepared forantioxidation testing:

Sample Induction Time Sample 1 Evening Primrose Oil Sample 2 EveningPrimrose Oil additionally containing 0.05% of Stabilizer 1 Sample 3Evening Primrose Oil additionally containing 0.05% of Octadecyl Di-t-butyl-4-hydroxyhydrocinnamate Sample 4 Evening Primrose Oil additionallycontaining 0.05% of Tetrabutyl Ethylidinebisphenol

The samples are placed in a RANCIMAT and heated to 100° C. An airflow of15 L/min is adjusted. The airstream bubbles are conducted through eachheated sample and afterwards through a water reservoir. Thus allvolatile organic compounds formed by the oxidation process are carriedinto the water reservoir by the airstream. The conductivity of the waterreservoir is monitored online during the measurement. Once oxidationstarts volatile organic compounds like formic acid are transported intothe water reservoir which results in a rapid (exponential) increase ofconductivity. The time until oxidation starts is called “inductiontime”.

The results are listed in the table below.

Sample Induction Time Sample 1 2.4 Sample 2 3.7 Sample 3 3.4 Sample 43.6

Sample 2 comprising a stabilizer according to the present inventionexhibits better oxidation stability compared to the unstabilized sampleand compared to State of the art phenolic antioxidants like OctadecylDi-t-butyl-4-hydroxyhydrocinnamate (Sample 3) and TetrabutylEthylidinebisphenol (Sample 4).

Example A3

Formulations composed of a 80:20 alcohol-water mixture and 10% ofvarious fragrances is stored at 40° C. for 1 month, each unstabilized,stabilized with BHT and stabilized with stabilizer 1. After storage thesamples are observed for color changes and freshness (fragranceintensity/changes).

It was found that unstabilized samples, and some of the samplescontaining BHT, tended to discolor (yellowing) upon storage, whileproducts stabilized with stabilizer 1 did not discolor and exhibited theoverall best olfactory performance.

Results are especially favorable for stabilizer 1 when the fragrancescontain vanillin.

B. APPLICATION EXAMPLES Preparation of Body-Care and HouseholdFormulations

Example B1: Preparation of a sprayable hair styling gel: PhaseIngredients (w/w) % A carbomer (1% dispersion) 0.30 water, demin. 30.00B glycerol 2.00 methylparaben 0.20 C water, demin. ad 100 PVP/VAcopolymer 8.00 triethanolamine (88%) 0.12 EDTA, disodium salt 0.01stabilizer 1 0.10

Preparation:

The components (A) are dispersed at room temperature.

(B) is mixed under heating until the paraben is completely dissolved andthen (B) is added with gentle stirring to (A).

(C) is blended until it is completely dissolved and is slowly addedunder stirring to the mixture of (A) and (B).

The transparency of the gel can be increased by adding small amounts oftriethanolamine (pH=5.6-5.75).

Example B2: Preparation of a shampoo Ingredients (w/w) %cocoamidopropylbetaine 35.00 water, demin. ad.100 citric acid q.s. (pH)polyquaternium-15 0.15 perfume oil 0.30 chlorophyll 0.20 TINOGARD HS0.02 stabilizer 1 0.02 colorant (D&C Yellow No. 5) 0.02 sodium chloride0.30

Preparation: Surfactant and water are blended until a homogeneoussolution is obtained. The pH is adjusted to 6.0-6.5 with citric acid andthe other components are added in the indicated sequence. The mixture isstirred until it is completely dissolved.

Example B3 Preparation of a Perfume

Ingredients (w/w) % ethanol, 96% 60 d-limonene 5 cedrene 1.5 citronellol0.5 vanillin 0.5 Benzotriazolyl Dodecyl p-Cresol 0.05 Tris(Tetramethylhydroxypiperidinol) Citrate 0.05 PentaerythritylTetra-di-t-butyl Hydroxyhydrocinnamate 0.03 stabilizer 1 0.02 EDTA,Sodium Salt 0.01 colorant (D&C Yellow No. 5) 0.1 water ad. 100

Preparation: The components are thoroughly mixed in the indicatedsequence at 50° C. A clear homogeneous solution is obtained.

Example B4 Preparation of a Green-Colored Glass Detergent

Ingredients (w/w) % anionic/amphoteric surfactants (Lumorol RK) 0.7butyl glycol 5.0 isopropanol 20.0 d-limonene 4.00 colorant (D&C GreenNo. 2) 0.05 Sodium Benzotriazolyl Butylphenol Sulfonate 0.10 stabilizer1 0.05 water, demin. ad. 100

Preparation: The components are dissolved in the indicated sequenceuntil a clear homogeneous mixture is obtained.

Example B5 Preparation of a Floor Wax

Ingredients (w/w) % wax mixture 12 white spirit ad 100 fragrance 1.00stabilizer 1 0.10

Preparation: The components are stirred in the indicated sequence untila homogeneous mixture is obtained.

Example B6 Preparation of a Leather Cleaning Agent

The stabilizer is predissolved in the terpene. The components are thenstirred in the cited sequence at about 65° C. until homogeneous. Themixture is then cooled to room temperature.

Ingredients (w/w) % synthetic soap (Zetesap 813) 7.85 Glycerol 6.00anionic surfactant (Lumorol 4192; Mulsifan RT 13) 22.00 Vaseline 11.00paraffin 52/54 20.00 Talcum 2.00 orange terpene 4.00 Stabilizer 1 0.05Water 27.13

Excellent results are achieved for this example of a leather dressingand cleaning agent composition. Upon storage at 40° C. for 1 month theformulation performance is better than the same formulation stabilizedwith state-of-the-art phenolic antioxidant BHT.

Example B7: Preparation of a lipstick Ingredients (w/w) % Carnauba wax2.5 Beeswax, white 20.0 Ozekerite 10.0 Lanoline, anhydrous 5.0 Cetylalcohol 2.0 Liquid paraffin 3.0 Isopropyl Myristate 3.0 Propylene glycolrecinoleate 4.0 CI Pigment Red 4 9.0 CI Pigment Blue 15 1.0 stabilizer 10.1 Bis-Ethylhexyloxyphenol Methoxyphenyl Triazine 1.0 Castor Oil ad 100

Example B8: Preparation of a lipstick, transfer resistant Ingredients(w/w) % Cyclomethicone 41.50 Isodecane 10.00 D&C Red No. 7 Ca Lake 8.00Synthetic wax 6.00 Isostearyltrimethylpropane siloxysilicate 5.00Cetylstearate/acetylated lanolin, 90:10 5.00 Ceresin 4.00 Paraffin 3.00Titanium dioxide 2.00 Methylparaben 0.30 Propylparaben 0.10 stabilizer 10.10 Bumetrizole 0.10

Example B9: Preparation of a Rouge (powder) Ingredients (w/w) % Talcum56 Zinc Stearate 15 Rice starch 15 Iron Oxide Red 12 Perfume q.s.stabilizer 1 0.1

Example B10: Preparation of a Foundation cream Ingredients (w/w) %Titanium dioxide 12.79 Oleyl alcohol 4.57 Glyceryl stearate 3.65Propylene glycol 3.65 Stearic acid 1.83 Magnesium aluminium silicate0.91 Triethanolamine 99% 0.91 Iron Oxide Yellow 0.64 Iron Oxide Red 0.32CI Pigment Brown 6 0.37 Carboxymethyl cellulose 0.10 stabilizer 1 0.02Pentaerythrityl Tetra-di-t-butyl Hydroxyhydrocinnamate 0.02 Water ad 100

Example B11: Preparation of an Eyeliner Ingredients (w/w) %Polysaccharide resin (Kama KM 13, Kama) 8.00 Iron Oxide Black 6.50Carnauba wax 1.00 Polysaccharide resin (Kama KM 13, Kama) 8.00Triethanolamin, 99% 1.00 Hydrogenated polyisobutane 1.00 Hydrogenatedpolydecene 1.00 Sorbitan sesquioleate 1.00 Xanthum gum 0.50Carboxymethyl cellulose 0.40 Magnesium aluminium silicate 0.40 Methylparaben 0.35 Stearic acid 2.50 Lecithin 0.20 Imidazolidinyl urea 0.10Benzotriazolyl Dodecyl p-Cresol 0.10 stabilizer 1 0.05 Water to 100

Example B12: Preparation of an Eyelash Makeup Ingredients (w/w) %Paraffin Wax 10.00 Starch 5.00 Polyethylene 5.00 Iron Oxide Black 7.00Carbomer (Carbopol, BFGoodrich) 0.50 Hydroxyethylcellulose 0.50Panthenol 2.00 stabilizer 1 0.05 Water ad 100

Example B13: Preparation of a Nail Varnish Ingredients (w/w) %Poly(1-trimethylsilyl propylene) 0.30 Nitrocellulose 12.00 Alkyd resin10.00 Dibutyl phthalate 4.00 Camphor 2.00 Butyl acetate 49.50 Toluene20.00 Pigment Red 57.1 1.00 Quaternary bentonite 1.00 Bumetrizole 0.50stabilizer 1 0.10

Example B14: Generic Shampoo Formulation Ingredients (w/w) % sodiumlaureth sulfate (30%, TEXAPON NSO, Cognis)   30% cocamidopropylbetaine(30%, DEHYTON K, Cognis)   10% colorant* 0.001%  stabilizer 1 0.05%Benzophenone-4 0.10% Fragrance containing vanillin & Indol 0.50% citricacid (10% aqueous solution) to pH 6 deionized water to 100% *Colorant isPURICOLOR BLUE ABL9 (FD&C Blue No. 1)

Example B15 Emulsion with Natural Oil

Phase Ingredients (w/w) % A passionflower oil 8 glyceryl dioleate 4dicapryl ether 4 Isopropylisostearate 4 Stabilizer 1 0.05 B water,demin. ad. 100 EDTA 0.1 C Carbomer 0.15 D sodium hydroxide 10% 0.20 Eperfume; preservative q.s.

The components of phase A are thoroughly mixed in a homogenizer for 10min at 75-80° C. The water phase B, likewise heated to 75-80° C.beforehand, is slowly added and the mixture is homogenized for 1 min.The mixture is cooled, with stirring, to 40° C. and then phases C and Eare added and the mixture is homogenized for 1 min. Subsequently, phaseD is added and the mixture is homogenized for ½ min and cooled, withstirring, to room temperature. The formulation with and without theinstant stabilizer are stored at 40° C. for 1 months.

By means of visual and olfactory assessment it is seen that thestabilizer of the present invention provide excellent color stability inpersonal care products.

Example B16 Stabilization of Hydroquinone (Active for Skin WhiteningCream)

Phase INCI Name Trade Name Supplier Parts A Self-emulsifying wax N/A N/A4.00 A Cetyl Alcohol Lanette 16 Cognis 1.00 A Glyceryl Stearate Tegin4100 Degussa 2.50 B Glycerin N/A Merck 3.00 B Deionized Water DeionizedWater N/A Qs to 100% C Sodium Acrylates Salcare SC 91 Ciba 3.00Copolymer and Paraffinium Liquidum (and) PPG-1 Trideceth-6 D Alcohol N/AN/A 30.00  D Hydroquinone N/A Eastman 5.00 E Fragrance Fragrance N/A qsE DMDM Hydantoin Nipa DMDMH Nipa qs

We took the formulation, added various state-of-the-art stabilizers at0.2% to phase D and stored the samples at 40° C. for four weeks. Theresults were compared to a stabilizer according to present invention. Wefound that some discoloration was visible even with state-of-the-artphenolic antioxidants like BHT or TINOGARD TS (OctadecylDi-t-butyl-4-hydroxyhydrocinnamate). However, surprisingly thestabilizer 1 according to current invention was most effective and nodiscoloration was observed after storage.

Example B17: Air freshener Ingredients (w/w) % DME (Propellant) 30Polymeric emulsifier 18 Disodium EDTA 0.05 Pluronic 10R5 (surfactant) 1Triethanolamine 0.3 Goodrite K752 (Acrylate Polymer) 0.3 Goodrite 752Stablizer 1 0.02 Benzotriazolyl Dodecyl p-Cresol 0.05 Water to 100

1. A method for protecting body-care and household products fromphotolytic and oxidative degradation by adding thereto stabilizers offormula

wherein R₁ and R₂ are each independently of one another hydrogen; orC₁-C₈alkyl; R₃ and R₄ are each independently of one another C₁-C₁₂alkyl;and R₅ is C₁-C₇alkyl.
 2. The method according to claim 1, wherein R₁ andR₂ are each independently of one another hydrogen; or C₁-C₄alkyl; R₃ andR₄ are each independently of one another C₄-C₁₀alkyl, and R₅ isC₁-C₄alkyl.
 3. The method according to claim 1, wherein R₃ and R₄ aretert-octyl.
 4. The method according to claim 1, wherein R₁ and R₂ arehydrogen, R₃ and R₄ are tert-octyl, and R₅ is methyl.
 5. The methodaccording to claim 1 in body-care products for the skin and its adnexa.6. The method according to claim 5, wherein the body-care products areselected from skin-care products, bath and shower additives,preparations containing fragrances and odoriferous substances, hair-careproducts, dentifrices, deodorizing and antiperspirant preparations,decorative preparations, light protection formulations and preparationscontaining active ingredients.
 7. The method according to claim 5,wherein the body-care products are selected from body oils, bodylotions, body gels, treatment creams, skin protection ointments, shavingpreparations and skin powders.
 8. The method according to claim 5,wherein the body-care products contain fragrances and odoriferoussubstances which are selected from scents, perfumes, toilet waters andshaving lotions (aftershave preparations).
 9. The method according toclaim 5, wherein the body-care products are hair-care products and areselected from shampoos, hair conditioners, products for styling andtreating hair, perming agents, hair sprays and lacquers, hair gels, hairfixatives and hair dyeing or bleaching agents.
 10. The method accordingto claim 5, wherein the body-care products are decorative preparationsand are selected from lipsticks, nail varnishes, eye shadows, mascaras,dry and moist make-up, rouge, powders, depilatory agents and suntanlotions.
 11. The method according to claim 5, wherein the body-careproducts contain active ingredients and are selected from hormonepreparations, vitamin preparations, vegetable extract preparations andantibacterial preparations.
 12. The method according to claim 1 whereinthe household product is a household cleaning and treating agent. 13.The method according to claim 12 wherein the household cleaning andtreating agents are selected from washing, rinsing and dishwashingagents, shoe polishes, polishing waxes, floor detergents and polishes,all purpose cleaners, bath and toilet cleaners, kitchen cleaners, carshampoos and waxes, neutral, acidic and alkaline cleaners, metal, glassand ceramic cleaners, textile care agents, agents for removing rust,color and stains (stain remover salt), bleaches, furniture andmultipurpose polishes, surface protecting formulations, film formingformulations, air care formulations and candles.
 14. A body-careproduct, which comprises at least one stabilizer according to claim 1.15. A household cleaning and treating agent, which comprises at leastone stabilizer according to claim 1 to.